67913-13-7

Usage

Uses

Used in Pharmaceutical Industry:
Umbelliferone is used as an active pharmaceutical ingredient for its antioxidant, anti-inflammatory, and antimicrobial properties. It is employed in the development of drugs targeting various health conditions.
Used in Cosmetic Industry:
In the cosmetic industry, umbelliferone is used as an ingredient in skincare and haircare products due to its antioxidant and anti-inflammatory properties, which can help improve skin health and appearance.
Used in Food Industry:
Umbelliferone is used as a flavoring agent in the food industry, adding unique taste and aroma to various food products.
Used in Perfume and Fragrance Industry:
In the perfume and fragrance industry, umbelliferone is used as a component in creating various scents and fragrances, contributing to their unique and appealing characteristics.
Used in Anticancer Research:
Umbelliferone has been studied for its potential anticancer properties, making it a promising compound for future research and development in the field of oncology.
Used in Neuroprotective Research:
Additionally, umbelliferone has been investigated for its neuroprotective properties, indicating its potential use in the development of treatments for neurological disorders.

Upstream product

• 71573-66-5 1‐allyl‐2,3,4,5‐tetramethoxy‐6‐methylbenzene 
• 21450-56-6 1,2,3,4-tetramethoxybenzene 
• 19676-64-3 2,3,4-trimethoxyphenol 
• 35896-58-3 2,3,4,5-tetramethoxytoluene 
• 1251831-72-7 2-allyl-4,5-dimethoxy-7-methyltricyclo [6.2.1.0^2,7]-undeca-4,9-diene-3,6-dione 
• 152984-32-2 4,5-dimethoxy-2-methyltricyclo[6.2.1.0^2,7]undeca-4,9-diene-3,6-dione 
• 73875-27-1 2,3,4,5-tetramethoxy-6-methyl-1-bromobenzene 
• 25245-39-0 1-bromo-2,3,4,5-tetramethoxybenzene 
• 65884-12-0 2,3,4,5-tetramethoxybenzaldehyde 
• 13909-73-4 2',3',4'-trimethoxyacetophenone 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 152898-31-2 3-allyloxy-4,5-dimethoxytoluene 
• 124603-27-6 2,3-dimethoxy-4-(1-propenyl)-4-(2-propenyloxy)-2-cyclobuten-1-one 

Downstream Products

• 1431987-03-9 3-(4,5-dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dienyl)propane-1,2-diyl dinitrate 
• 1431987-54-0 di-tert-butyl 2-allyl-5,6-dimethoxy-3-methyl-1,4-phenylene dicarbonate 
• 1431987-55-1 di-tert-butyl 2-(2,3-bis(nitrooxy)propyl)-5,6-dimethoxy-3-methyl-1,4-phenylene dicarbonate 
• 71573-66-5 1‐allyl‐2,3,4,5‐tetramethoxy‐6‐methylbenzene 

Relevant academic research and scientific papers

QUINONE BASED NITRIC OXIDE DONATING COMPOUNDS

The present invention relates to nitric oxide donor compounds having a quinone based structure, to processes for their preparation and to their use in the treatment and/or prophylaxis of glaucoma and ocular hypertension.

QUINONE BASED NITRIC OXIDE DONATING COMPOUNDS FOR OPHTHALMIC USE

The present invention relates to novel nitric oxide donor compounds for the use in the treatment and/or prophylaxis of hypertensive glaucoma, normotensive glaucoma and ocular hypertension.

QUINONE BASED NITRIC OXIDE DONATING COMPOUNDS

The present invention relates to nitric oxide donor compounds having a quinone based structure, to processes for their preparation and to their use in the treatment of pathological conditions where a deficit of NO plays an important role in their pathogenesis.

Synthesis and characterization of mitoQ and idebenone analogues as mediators of oxygen consumption in mitochondria

Analogues of mitoQ and idebenone were synthesized to define the structural elements that support oxygen consumption in the mitochondrial respiratory chain. Eight analogues were prepared and fully characterized, then evaluated for their ability to support oxygen consumption in the mitochondrial respiratory chain. While oxygen consumption was strongly inhibited by mitoQ analogues 2-4 in a chain length-dependent manner, modification of idebenone by replacement of the quinone methoxy groups by methyl groups (analogues 6-8) reduced, but did not eliminate, oxygen consumption. Idebenone analogues 6-8 also displayed significant cytoprotective properties toward cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate.

Synthesis of crown ethers related to ubiquinones

Crown ethers in which the two methoxy groups of ubiquinone-0 (2,3-dimethoxy-5-methyl-1,4-benzoquinone) are replaced by oligoethylene glycol bridges have been obtained in five straightforward steps in 35-40% overall yield from 5-methylpyrogallol. A Fremy salt oxidation of a phenolic precursor is used in the final step. The further elaboration of crown ether analogues of ubiquinone-2 was achieved by enol geranylation of cyclopentadiene adducts of the former quinones and subsequent retro-Diels-Alder reaction. The Claisen rearrangement of 2,2-dimethoxy-5-methylphenyl allyl ethers and related crown ethers affords ortho- and para-allyl-substituted phenols (3:1) that are oxidized to give bisnorubiquinone derivatives and their ortho-quinone isomers. All new compounds are characterized by high resolution NMR and mass spectrometry.

Rearrangements of cyclobutenones. Synthesis of benzoquinones from 4-alkenyl-4-hydroxycyclobutenones

The rearrangement of 4-alkenyl-4-hydroxycyclobutenones to quinones and related aromatic compounds is described. This rearrangement is complimentary to the previously reported ring expansions of 4-aryl- and 4-alkynyl-4-hydroxycyclobutenones. The synthetic scope and utility of the reaction are discussed. It is employed as a key step in the synthesis of a number of benzoquinones as well as in the total synthesis of the natural product, (±)-O-methylperezone and its regioisomer, (±)-O-methylisoperezone as well as coenzyme Q0 and aurantiogliocladin.

SYNTHESIS OF UBIQUINONE AND MENAQUINONE ANALOGUES BY OXIDATIVE DEMETHYLATION OF ALKENYLHYDROQUINONE ETHERS WITH ARGENTIC OXIDE OR CERIC AMMONIUM NITRATE IN THE PRESENCE OF 2,4,6-PYRIDINE-TRICARBOXYLIC ACID

It was found that alkenylhydroquinone ethers demethylated with argentic oxide or ceric ammonium nitrate in the presence of 2,4,6-pyridinetricarboxylic acid as a catalyst and afforded ubiquinone-2, menaquinone-2 and their analogs in yields of 53 to 89 percent.The new approach to the synthesis of starting alkenylhydroquinone ethers as well as 2,4,6-pyridinetricarboxylic acid and its derivatives has been reported.

Allylation of Quinones with Allyltin Reagents

Lewis acid (BF3) catalyzed allylation of quinones with allyl- (2a), 2-methyl-2-propenyl- (2b), trans-2-butenyl- (2c,d), 3-methyl-2-butenyl- (2e,f), and trans-cinnamyltrialkyltin (2g) gives the corresponding allylhydroquinones with high regioselectivity.Vitamin K2(5) (7) and coenzyme Q1 (9) were prepared in yields of 78 and 75percent, respectively.These reactions appear to proceed through allylquinol intermediates which undergo rearrangement under the influence of BF3.The success of this synthesis of vitamin K2(5) and coenzyme Q1 depends on the fact that the reaction of 3-methyl-2-butenyltin with quinones occurs at the α carbon of the allylic system.